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CHEBI:188197 - AR-42

ChEBI IDCHEBI:188197
ChEBI NameAR-42
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the carboxy group of (2S)-3-methyl-2-phenylbutanoic acid with the amino group of 4-amino-N-hydroxybenzamide. It is a pan-HDAC inhibitor that was in clinical development for the treatment of hematological malignancies and solid tumours.
Last Modified3 July 2024
SubmitterMetaboLights
DownloadsMolfile
FormulaC18H20N2O3
Net Charge0
Average Mass312.369
Monoisotopic Mass312.14739
SMILESCC(C)[C@H](C(=O)Nc1ccc(C(=O)NO)cc1)c1ccccc1
InChIInChI=1S/C18H20N2O3/c1-12(2)16(13-6-4-3-5-7-13)18(22)19-15-10-8-14(9-11-15)17(21)20-23/h3-12,16,23H,1-2H3,(H,19,22)(H,20,21)/t16-/m0/s1
InChIKeyLAMIXXKAWNLXOC-INIZCTEOSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000131) MetaboLights (MTBLS2224)
Roles Classification
Biological Roles:
EC 3.5.1.98 (histone deacetylase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
AR-42 (CHEBI:188197) has role angiogenesis inhibitor (CHEBI:48422)
AR-42 (CHEBI:188197) has role antineoplastic agent (CHEBI:35610)
AR-42 (CHEBI:188197) has role apoptosis inducer (CHEBI:68495)
AR-42 (CHEBI:188197) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
AR-42 (CHEBI:188197) is a benzenes (CHEBI:22712)
AR-42 (CHEBI:188197) is a hydroxamic acid (CHEBI:24650)
AR-42 (CHEBI:188197) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
N-hydroxy-4-{[(2S)-3-methyl-2-phenylbutanoyl]amino}benzamide
Synonyms  Source
N-hydroxy-4-[[(2S)-3-methyl-2-phenylbutanoyl]amino]benzamideSUBMITTER
(S)-HDAC-42ChEBI
OSU-HDAC42ChEBI
HDAC-42ChEBI
AR42DrugBank
REC2282DrugBank
Manual XrefsDatabases
5294039ChemSpider
DB12707DrugBank
QCPPDBeChem
Registry NumbersSources
CAS:935881-37-1ChEBI
Citations